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When it opened in 2016, Playa Largo, part of Marriott’s Autograph Collection, was Key Largo’s first new luxury hotel in 21 years, and its casual, sun-drenched luxury was a welcome addition to the mellow Upper Keys. The resort’s 177 rooms and suites offer a range of accommodations—most with great bay views. Upgrade to one of the ten bungalows for a private back porch surrounded by lush gardens and a second-level balcony. For ultimate privacy—and luxury—book the Beach House with three master bedrooms, wrap-around balconies, a private pool, event lawn, and private beach. The property’s four restaurants (the toes-in-the-sand Sand Bar is ideal for watching sunset), spa, fitness center, pool, and beach offer plenty of ways to relax, or partake in activities like snorkeling, diving, kayaking, paddleboarding, parasailing, fishing, sailing, or a glass-bottomed boat ride. Pro tip: Hobnob with the school of more than 100 tarpon that linger near the resort by hand-feeding them from the resort dock.

Located on Goat Island in Narragansett Bay, Gurney’s feels secluded even though it’s just minutes from downtown Newport. Guests enjoy 360-degree water views from the expansive grounds, which include 257 guestrooms as well as three restaurants, a full-service spa, an outdoor saltwater pool, and more event space than any other property in town. Done up in soothing blues and greys, rooms feature king beds with plush pillows, soft sheets, and down blankets; large bathrooms with granite countertops and jet-stream tubs; and oversized desks for working in between lounging on the sun deck. Some premium view rooms boast harbor vistas from private balconies, while suites include spacious living rooms.

In the morning, guests can grab breakfast at Corso, an Italian-style coffee bar in the lobby, before catching the complimentary shuttle to downtown Newport for a day of exploring. Bikes are also available should they prefer to take in the famous mansions on two wheels. Of course, there’s also plenty to do on-site, from hanging at Newport’s only outdoor hotel pool, getting pampered at the Seawater Spa, and breaking a sweat at the 24-hour fitness center to scheduled activities like yoga classes, crafting sessions, wine tastings, and movie nights. Come evening, enjoy cocktails around the firepits at Regent Lounge, followed by an Italian-inspired dinner at Scarpetta. During the summer months, guests can also look forward to poolside dining at The Pineapple Club as well as a kids’ club for children ages 4 to 12.

Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the Historic Key West Inns collection, the Key Lime Inn features classic Key West style with a 19th-century main house highlighted by a double-height colonnaded entrance and green shutters. Rooms follow suit with high ceilings and classical proportions, and beds are done up in crisp, white linens; most have sitting areas and private walkouts or porches to encourage lingering. Though short on amenities, the grounds are shaded by tall palms and dotted with Caribbean-style clapboard cottages painted in cheery colors with gingerbread trim, and all offer free WiFi. And if the beach doesn’t call you, a large wood deck surrounds the heated outdoor pool, and hammocks and porch swings are placed around the property for maximum relaxation.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

A trailblazer of the boutique hotel scene, Hotel ZaZa has become a Texas-grown mini-chain over the last decade, with two properties in Houston and one in Austin. But this Uptown outpost remains a true original. The Mediterranean-inspired main building houses the bulk of the 168 accommodations, which include well-sized rooms with generous seating areas, plush king beds and, in some, private balconies. The real ZaZa flair, however, is reflected in the higher categories: 19 Concept Suites are done up in styles like “Bohemia,” “West Indies,” “Opium,” and “Shag-a-Delic;” upgrade further to a super-sized Magnificent Seven Suite (in themes like “Leonardo,” “Crouching Tiger,” and “Rock Star”), or one of the 12 one- and two-bedroom Bungalows, which are set in a 1930s-era former home away from the main hotel and feature individual touches like a vintage 1960s VW Bug tailgate, a 1940s TV fitted into a wooden cabinet, and furniture and artwork handpicked from around Texas. Guests of all rooms have access to free champagne and snacks in the lobby, the ZaSpa wellness retreat and gym, the lively Dragonfly restaurant, and the cabana-ringed pool, which turns into a party scene with DJs spinning after 10 p.m. Another ZaZa signature is the “Magic Carpet Ride,” the hotel’s version of a complimentary house car, which ferries you within five miles of the property in a decommissioned highway patrol car or a Cadillac hearse.

The description may sound daunting: a 2,000-vertical-foot gain in less than a mile. OK, it is a little daunting—but the trick is to take your time. This nearly mile-long wooden stairway was converted from a funicular railway that washed out in a rock slide in 1990. Averaging a 24-degree slope, it has a few “false summits,” where it looks like you’re about to get to the top only to discover there’s still more to go. The reward for this effort is an incredible view looking out from the foothills over Colorado Springs. Up for the speed challenge? The current record was set on Sept. 25, 2015, by U.S. mountain-running team member Joseph Gray, who did it in 17 minutes, 45 seconds. Good luck.

When the Four Seasons Hotel Philadelphia moved out to the Comcast tower, the hotel was transformed into The Logan, a contemporary and city-centric hotel. Guestrooms decorated with unique local artwork have marble bathrooms, Bluetooth connections, and large windows that look out onto Swann Fountain and Logan Square. A variety of suites can suit travelers of various needs, with bunkbed rooms for families, and flexible layouts with Murphy beds for entertainers. The Philadelphia-inspired decor is echoed throughout the hotel, from the lobby chandelier with images of 300 notable residents like Joe Frazier, to the abstract portraits of Grace Kelly outside the elevators. Wrought-iron sculptures lead the way into Urban Farmer steakhouse restaurant, which melds modern industrial and rustic farmhouse design. The Commons lounge serves classic cocktails dating from 1830 to present day, with seating spilling out onto the terrace of the hotel courtyard, as well as inside by the double-sided fireplace for cooler months. In summer, the Assembly Rooftop lounge is the place to enjoy views of the Benjamin Franklin Parkway with a Pennsylvania-brewed beer or house-created shot. The spa has a heated saline pool, a couples’ suite, and a dedicated manicure-and-pedicure area.

Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.

No one stays at Old Faithful Inn for the amenities: With no Wi-Fi, air conditioning, or TVs in the rooms—some don’t even have private bathrooms—all you can do is watch bison graze unperturbed by the busloads of tourists pulling up, or the namesake geyser spout. The lack of luxury doesn’t seem to deter the crowds, though, who come to sleep under the roof of the original log-and-stone building, which was completed in 1904, and launched the iconic architectural style known as National Park Service rustic, or Parkitecture. Though an east wing was added in 1914, and a west wing in 1927, the lodge remains much as tourists saw it a century ago, with its soaring, open lobby surrounding an enormous four-sided, 86-foot stone fireplace. The pre-existing Crow’s Nest that leads to the roof terrace is off-limits now, but two mezzanine-level interior balconies are coveted seating areas for unwinding with nightly piano performances. While the two wings have better views of Old Faithful and the geyser basin, you can’t beat the Old House for its historic charm.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

Albertha Grant never set out to win a James Beard Foundation award and win the adoration of international magazines and patrons—she simply cooked good food and served it to people in her North Charleston neighborhood. But amidst the last decade’s gold rush around Charleston cuisine, Bertha’s shines in both its authenticity and flavor. It’s a classic soul food joint, with daily meat-and-three specials like fall-off-the-bone fried chicken, sumptuous pork chops, and collard greens that perfectly balance savory and sweet (there’s plenty sweet in the ice tea for everyone). The neighborhood is predominately African-American, and locals still line up here for lunch along with out-of-towners and Peninsula-based workers seeking Southern food done right. The late namesake’s daughters and granddaughters run the counter-service place now, efficiently taking orders to keep the line moving on busy weekdays.

Very few people have the willpower to resist a candy shop. Anyone with curiosity about the candy making process will be drawn to Big Island Candies with the big picture windows into their production room. Their small batches ensure fresh shortbread cookies and chocolate truffles are distributed to their resellers and customers. The shortbread comes in several Hawaiian flavors like macadamia nut, pineapple, and kona mocha. There are so many chocolates to choose from, but my pick is the Hawaiian macadamia nut caramel cluster, with a side of milk chocolate macadamia nut toffee, and a last course of dark chocolate covered whole Kona coffee beans. If your candies make it home, they will be the perfect gift for friends and family.

For a modern Texas steakhouse experience done right, look no further than this perennial upscale favorite, opened in 1999 by noted restaurateur Phil Romano. The main attractions are the meats, including top-of-the-line prime steaks, chops, and Japanese Wagyu, but there’s also quality seafood, exceptional sides and appetizers, handcrafted sushi, and a wine list packed with 500 well-selected labels. Go big with caviar, oysters Rockefeller, Spanish octopus, or a foie gras–topped deviled egg for a starter, and a prime-aged porterhouse or surf-and-turf main course—accented by shareables like mac-and-cheese, duck confit potatoes, and chili-dusted broccolini. There’s also a seafood selection with classics like lobster and scallops, and a full sushi menu of platters and rolls; one of the latter—crafted with shrimp tempura, avocado, cream cheese, and eel sauce—is named for the local Park Cities area. Desserts are equally creative, so save room for the S’mores Baked Alaska or the Captain Doughnut, made with Cap’n Crunch, bourbon maple syrup, and “cereal milk” ice cream. In addition to its elevated cuisine and wine list, Nick & Sam’s is known for its sleek, art-lined setting, sophisticated bar scene, and friendly service—though the types of cars filling the valet lot are a quick reminder that this is also the kind of place where high rollers and pro athletes come to easily drop thousands on dinner.

Located in the heart of Bridgehampton, Topping Rose House occupies a grand old Greek Revival mansion, built back in 1842 for a local judge. The luxurious property features 22 guestrooms, including a number of cottages, with elegant décor like four-poster beds and glass doors that open onto verdant grounds. Also on site is a Jean-Georges Vongerichten restaurant, complete with a seasonal menu that incorporates ingredients from the property’s one-acre farm. Unusual for a small Hamptons hotel, Topping Rose offers a wide selection of amenities, including a lovely outdoor pool, a fitness center, yoga classes, and a spa with a range of massage and beauty treatments.

Set across from the University of Pennsylvania, the Inn at Penn holds its own against the new Center City crop and is one of the most technologically advanced hotels in Hilton’s portfolio. Built in 1999, the hotel was renovated top-to-bottom in 2011, solidifying a stuffy-enough Ivy League air. Above an efficient wood-paneled check-in, a double-fireplace library lined with classic tomes creates a sophisticated lobby-cum-cocktail lounge. A Frank Lloyd Wright–inspired aesthetic is pervasive with geometric lamps, wood-paneled walls, Craftsman wood furnishings, and the hotel’s riff on the architect’s iconic font on all signage. The Inn is teched out with free, fast Wi-Fi; TeleAdapt MediaHubs connecting phones, tablets, or computers directly to high-def TVs; and iPads accessing hotel services and information in multiple languages. The Inn’s environmental stance is also impressive: fabrics, wall coverings, and bathroom tile are made from recycled materials; energy-efficient lighting, heating, and cooling is state-of-the-art, and WaterSense showerheads ensure no water is wasted.

The 245 guestrooms and suites are classy, efficient, and relatively spacious, though it’s worth upgrading to a suite for a separate sitting area. Gold, leather, and wood hues are complimented by pops of red and orange with large work desks. Thanks to the 2001 renovation, the bathrooms are big, have glass-encased showers, and are stocked with Crabtree & Evelyn amenities.